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有机硫化合物

有机硫化合物是指含有硫原子的有机化合物。这些化合物在自然界中广泛存在,在医药、农药和材料科学等领域有着重要的应用。有机硫化合物因其化学性质独特,在药物设计、合成化学以及材料制备方面扮演着重要角色。

1. 结构与分类

有机硫化合物可以按硫的连接方式分为饱和和不饱和类,如二硫化物、噻吩衍生物、砜等。常见的结构类型有:

  • 二硫化物:含-S-S-键的化合物。
  • 硫醚(Thiols):含有-R-S-H或-R-S-R 基团的化合物。
  • 磺酸酯(Sulfonates)与磺酸盐(Sulfonates):带有-SO3H基团的化合物,广泛应用于合成和制药领域。
  • 噻吩及其衍生物:具有环状结构的有机硫化物。
2. 生物学活性

许多有机硫化合物在生物学上有重要功能或应用潜力。例如:

  • 某些硫醚类药物被用于抗真菌、抗菌以及抗癌治疗。
  • 硫代葡萄糖苷(Glycosinolate)是十字花科植物中的一种天然存在物质,具有生物活性。
3. 合成方法

有机硫化合物可通过多种途径合成:

  • 亲核取代反应:使用含硫试剂与卤化物进行反应。
  • 自由基加成法:采用氧化剂引发自由基形成,通过烯烃与H2S、R-S-H等反应制备。
  • 金属催化转化:利用钯、铜等催化剂促进特定硫化过程。
4. 应用领域

有机硫化合物的应用广泛:

  • 医药领域:用于开发抗菌剂、抗病毒药物及抗癌药物等。
  • 农学研究:某些有机硫化合物作为生物农药的有效成分,能够抑制病害的发生。
  • 材料科学与技术:在导电聚合物和塑料添加剂中有重要应用。
5. 环境与安全性

尽管有机硫化合物具有许多潜在益处,但其生产和使用也可能对环境造成影响。因此,在设计和合成这些化合物时需要考虑可持续性和环保性因素。

以上是对有机硫化合物的简单介绍,包括它们的结构、生物学活性、合成方法及其应用领域等基本信息。

中文名称 英文名称 CAS号 化学式 结构式图片
—— 4-[(3-methoxyphenyl)thio]pyridine 646511-35-5 C12H11NOS
4-[(3-methoxyphenyl)thio]pyridine
—— 4-(naphthalen-1-ylthio)pyridine 1132653-45-2 C15H11NS
4-(naphthalen-1-ylthio)pyridine
—— 1-methylsulfanyl-pent-2<i>t</i>-ene 148336-48-5 C6H12S
1-methylsulfanyl-pent-2<i>t</i>-ene
—— 4-((4-methoxyphenyl)thio)pyridine 69332-71-4 C12H11NOS
4-((4-methoxyphenyl)thio)pyridine
—— 1-(methylthio)-3-trans-pentene 112270-86-7 C6H12S
1-(methylthio)-3-trans-pentene
—— 4-methylsulfanyl-pent-2<i>t</i>-ene 89534-73-6 C6H12S
4-methylsulfanyl-pent-2<i>t</i>-ene
—— 5-ethylsulfanyl-pent-2<i>t</i>-ene 89795-37-9 C7H14S
5-ethylsulfanyl-pent-2<i>t</i>-ene
—— 1-isopropenyl-3-methylthio-1H-1,2,4-triazole 99496-77-2 C6H9N3S
1-isopropenyl-3-methylthio-1H-1,2,4-triazole
—— 2-(4-oxocyclohexyl)-2-(3,3,3-trifluoropropylsulfonyl)acetonitrile 1097630-21-1 C11H14F3NO3S
2-(4-oxocyclohexyl)-2-(3,3,3-trifluoropropylsulfonyl)acetonitrile
—— 4-(3,3,3-trifluoropropylsulfonylmethyl)cyclohexanone 1097629-90-7 C10H15F3O3S
4-(3,3,3-trifluoropropylsulfonylmethyl)cyclohexanone
—— 2-fluoro-ethanethiol 762-53-8 C2H5FS
2-fluoro-ethanethiol
—— (3aR,7S,7aS)-7-methyl-7a-phenylsulfanyl-3,3a,4,7-tetrahydro-2H-inden-1-one 75781-76-9 C16H18OS
(3aR,7S,7aS)-7-methyl-7a-phenylsulfanyl-3,3a,4,7-tetrahydro-2H-inden-1-one
—— 4-bromo-2-pentenyl bromomethyl sulfone 102683-77-2 C6H10Br2O2S
4-bromo-2-pentenyl bromomethyl sulfone
—— N-(4-(4-chloro-6-(pyridin-2-ylamino)pyrimidin-2-ylthio)phenyl)-3,3,3-trifluoropropanamide 1079394-25-4 C18H13ClF3N5OS
N-(4-(4-chloro-6-(pyridin-2-ylamino)pyrimidin-2-ylthio)phenyl)-3,3,3-trifluoropropanamide
—— N-(4-(4,6-dichloropyrimidin-2-ylthio)phenyl)-3,3,3-trifluoropropanamide 1061682-23-2 C13H8Cl2F3N3OS
N-(4-(4,6-dichloropyrimidin-2-ylthio)phenyl)-3,3,3-trifluoropropanamide
—— (2Z)-3-(dimethylamino)-1-(2-furyl)-2-[2-(methylthio)pyrimidin-4-yl]prop-2-en-1-one 868360-44-5 C14H15N3O2S
(2Z)-3-(dimethylamino)-1-(2-furyl)-2-[2-(methylthio)pyrimidin-4-yl]prop-2-en-1-one
—— 4-(cyclohexylthio)pyridine 78526-47-3 C11H15NS
4-(cyclohexylthio)pyridine
—— 6-methyl-4-(methylthio)-2-oxo-1,2-dihydropyridine-3-carbonitrile 57663-05-5 C8H8N2OS
6-methyl-4-(methylthio)-2-oxo-1,2-dihydropyridine-3-carbonitrile
—— 2,2'-[1,2-Phenylenebis(thio)]bis[5-chloropyridine] 84554-68-7 C16H10Cl2N2S2
2,2'-[1,2-Phenylenebis(thio)]bis[5-chloropyridine]
—— 4-(butylthio)pyridine 26891-64-5 C9H13NS
4-(butylthio)pyridine
—— 5-chloro-2-(phenylthio)pyridine 594847-75-3 C11H8ClNS
5-chloro-2-(phenylthio)pyridine
—— methyl 2-[(5-chloropyridin-2-yl)sulfanyl] acetate 1013320-41-6 C8H8ClNO2S
methyl 2-[(5-chloropyridin-2-yl)sulfanyl] acetate
—— 1-hydroxy-6-octylthiopyridine-2(1H)-one 169156-86-9 C13H21NO2S
1-hydroxy-6-octylthiopyridine-2(1H)-one
—— carbethoxy methyl trifluoromethanesulfonate 52208-96-5 C5H7F3O4S
carbethoxy methyl trifluoromethanesulfonate
—— 5-amino-2,3-dihydrothiazolo[3,2-a]pyridin-7-one 96600-82-7 C7H8N2OS
5-amino-2,3-dihydrothiazolo[3,2-a]pyridin-7-one
—— 3-(o-tolylthio)pyridine 1361124-62-0 C12H11NS
3-(o-tolylthio)pyridine
—— 3-(cyclohexyl)sulfanylpyridine 1227376-35-3 C11H15NS
3-(cyclohexyl)sulfanylpyridine
—— 2-bromo-3-isopropylthiopyridine 1538551-62-0 C8H10BrNS
2-bromo-3-isopropylthiopyridine
—— 3-butylsulfanyl-pyridine 26891-65-6 C9H13NS
3-butylsulfanyl-pyridine
—— 2-(3-pyridylthio)pyridine 72890-91-6 C10H8N2S
2-(3-pyridylthio)pyridine
—— 3-(2-methylbutyl)sulfanylpyridine 1227376-36-4 C10H15NS
3-(2-methylbutyl)sulfanylpyridine
—— 2-[4-(pyridin-3-ylsulfanyl)phenyl]-3-(tetrahydropyran-4-yl)-N-thiazol-2-ylpropionamide 745052-12-4 C22H23N3O2S2
2-[4-(pyridin-3-ylsulfanyl)phenyl]-3-(tetrahydropyran-4-yl)-N-thiazol-2-ylpropionamide
—— S-3-methyl-2-pyridyl propanethioate 146347-49-1 C9H11NOS
S-3-methyl-2-pyridyl propanethioate
—— 6-ethyl-2-(pyridin-3-ylthio)-7H-pyrrolo[2,3-d]pyrimidin-4-ol 1275607-96-9 C13H12N4OS
6-ethyl-2-(pyridin-3-ylthio)-7H-pyrrolo[2,3-d]pyrimidin-4-ol
—— 5-methyl-3-propionamido-4-(3', 5'-dimethylphenyl)thio-pyridin-2(1H)-one 172470-00-7 C17H20N2O2S
5-methyl-3-propionamido-4-(3', 5'-dimethylphenyl)thio-pyridin-2(1H)-one
—— 2-(6-chloro-2-(methylthio)pyrimidin-4-yl)malononitrile 1169690-79-2 C8H5ClN4S
2-(6-chloro-2-(methylthio)pyrimidin-4-yl)malononitrile
—— 2-(4-(methylthio)benzylidene)malononitrile 133550-04-6 C11H8N2S
2-(4-(methylthio)benzylidene)malononitrile
—— 2-allyl-4-(methylsulfanyl)phenol 73255-11-5 C10H12OS
2-allyl-4-(methylsulfanyl)phenol
—— (3-bromobenzyl)(phenyl)sulfane 211615-07-5 C13H11BrS
(3-bromobenzyl)(phenyl)sulfane
—— 4-((4-bromophenyl)thio)piperidine 188527-04-0 C11H14BrNS
4-((4-bromophenyl)thio)piperidine
—— 3-chloro-4-[(2-chloropyrimidin-4-yl)thio]-2-methylaniline 1042129-29-2 C11H9Cl2N3S
3-chloro-4-[(2-chloropyrimidin-4-yl)thio]-2-methylaniline
—— phenyl (Z)-(1-propenyl) sulfide 22103-05-5 C9H10S
phenyl (Z)-(1-propenyl) sulfide
—— N-(2-(5-fluoro-2-(4-fluorophenylthio)benzo[b]thiophen-3-yl)ethyl)propionamide 820975-34-6 C19H17F2NOS2
N-(2-(5-fluoro-2-(4-fluorophenylthio)benzo[b]thiophen-3-yl)ethyl)propionamide
—— 5-(3-aminophenylthio)-4,6-dimethoxy-N,N-bis(4-methoxybenzyl)pyrimidin-2-amine 1268273-68-2 C28H30N4O4S
5-(3-aminophenylthio)-4,6-dimethoxy-N,N-bis(4-methoxybenzyl)pyrimidin-2-amine
—— 2-methyldithio-2-methylpropionyl chloride 55440-44-3 C5H9ClOS2
2-methyldithio-2-methylpropionyl chloride
—— 2,3-dihydro-7-methylthio-5H-thiazolo[3,2-a]pyrimidin-5-one 1365440-76-1 C7H8N2OS2
2,3-dihydro-7-methylthio-5H-thiazolo[3,2-a]pyrimidin-5-one
—— S-(pyridin-2-yl) propanethioate 128861-39-2 C8H9NOS
S-(pyridin-2-yl) propanethioate
—— 2,2-bis(ethylthio)butanal 76371-98-7 C8H16OS2
2,2-bis(ethylthio)butanal
—— 2-thiocyanato-1,6-methano<10>annulene 115163-01-4 C12H9NS
2-thiocyanato-1,6-methano<10>annulene
—— S-Phenyl N,N-dipropylthiocarbamate 54408-44-5 C13H19NOS
S-Phenyl N,N-dipropylthiocarbamate